P. Toullec, I. Devillers, Richard Frantz
Oct 1, 2004
Citations
0
Influential Citations
22
Citations
Journal
Helvetica Chimica Acta
Abstract
Catalytic fluorination/chlorination competition experiments of β-keto ester 5 were used to assess the relative fluorinating activity of various electrophilic NF reagents (containing an NF bond). Thus, in the halogenation reactions catalyzed by the [Ti(TADDOLato)] complex 1 (=bis(acetonitrile)dichloro[(4R,5R)-2,2-dimethyl-α,α,α′,α′-tetra(naphthalen-1-yl)-1,3-dioxolane-4,5-dimethanolato(2−)-κO,κO′]titanium), the activity range of a series of commercially available reagents spans more than two orders of magnitude. SelectfluorTM (=1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate); 9; also called F-TEDA; TEDA=triethylenediamine) reacts more than 100 times faster than 1-fluoropyridinium tetrafluoroborate.